Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

18 Windsor Drive

Edgartown, MA 02539
$1,150,000
3 Beds
2 Baths
1,294 Living Area
  • Property Description
    Welcome to this light-filled Vineyard Cape brimming with potential, offering an open layout and abundant natural light. Vaulted ceilings enhance the spacious living and dining area, creating an airy setting for relaxing or entertaining. The kitchen flows seamlessly to an outdoor deck, ideal for summer gatherings and al fresco dining. Two bedrooms and a full bathroom with laundry complete the first floor. Upstairs, you’ll find a generous primary bedroom with abundant closet space, an additional full bathroom, and a cozy loft-style den overlooking the main living area. Centrally located just moments from the bike path, with easy access to Edgartown, nearby beaches, and all down-Island amenities, this property presents a wonderful opportunity to make it your own. With a 4-bedroom septic in place there is potential room for expansion. The property is being sold “AS IS”.
  • Highlights
    • Cooling: Window Unit(s)
    • Parking Spots: 3
    • Property Type: Single Family Residence
    • Total Rooms: 6
    • Status: Closed
    • Heating: Electric
    • Property Class: Residential
    • Style: Cape
    • Year Built: 1981
  • Additional Details
    • Appliances: Electric Water Heater, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer
    • Exterior Features: Deck - Wood
    • Foundation: Other
    • Lot Features: Wooded, Cleared, Level
    • Roof: Shingle
    • Year Built Details: Actual, Renovated Since
    • Zoning: R60
    • Construction: Conventional (2x4-2x6)
    • Flooring: Carpet, Laminate, Wood Laminate, Flooring - Wall to Wall Carpet
    • Interior Features: Den
    • Road Frontage Type: Private Road
    • SqFt Source: Public Record
    • Year Built Source: Public Records
  • Amenities
    • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path, House of Worship
    • Parking Features: Unpaved
  • Utilities
    • Sewer: Private Sewer
    • Water Source: Public
  • Fees / Taxes
    • Assessed Value: $1,121,900
    • Taxes: $2,782
    • Tax Year: 2026

Location

18 Windsor Drive, Edgartown, MA 02539

Loading Map...

Similar Listings

Sold
52 Windsor Drive 1
11 Photos
52 Windsor Drive Edgartown, MA 02539
$1,195,000
3 Beds 2 Baths 1,410 Sqft
View Details
Sold
62 Jernegan Ave 1
27 Photos
62 Jernegan Ave Edgartown, MA 02539
$1,170,000
3 Beds 2 Baths 1,512 Sqft
View Details
Sold
34 Tenth St S St 1
19 Photos
34 Tenth St S St Edgartown, MA 02539
$1,150,000
3 Beds 2 Baths 1,100 Sqft
View Details
Sold
4 Mockingbird Dr 1
20 Photos
4 Mockingbird Dr Edgartown, MA 02539
$1,150,000
3 Beds 1/1 Bath 1,200 Sqft
View Details
Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Donnelly + Co.. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
  • Request More Information:

    617.262.2500
    When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are buying a luxury condo or renting a luxury apartment, we pledge to make your experience as stress free and enjoyable as possible.

    Please call, email, or send us a message through the web form below. An LRG Real Estate agent will contact you promptly.

    For More Info Please Call:

    617.262.2500

    or

    Email Us
  • Hidden
  • This field is for validation purposes and should be left unchanged.

By joining you agree to our Terms of Use and Privacy Policy